Holiday rentals with a pool in Orleans County

Cozy Chalet at Jay Peak

The house is set up with everything to make your stay cozy, comfortable & fun. Gas Fireplace, 5br, 2.5 Bath, 2 separate Living Room areas. Large Deck with Gas Grill overlooks small brook. Private wooded setting with panoramic mountain views once leaves have fallen. Seasonal Pool, Disc Golf, Volleyball, Playground & Hiking Trails a short walk from the house. 3 mi to Jay Peak. Air Conditioning is in three bedrooms which are installed by the 2nd Sunday of June then removed the last Sunday of Sep.

Private Mountain Villa with Pool & 12 Acre Forest

Enjoy a private villa with 12 acres of forested land & heated swimming pool all to yourselves. Just 15 mins from Stowe, 40 mins from Jay Peak & 1 hr from Sugarbush. In fall, enjoy the explosions of yellow, amber and red from the copious maples, birches and oaks on the property, then take a scenic drive in the surrounding mountains. In summer you can hike through the woods, or climb the nearby mountains, and come home for a dip in the pool. Or just chill and watch the wildlife from the patio!

The House of the Setting Sun, Private Apartment

The House of the Setting Sun is a great place to rest, relax & re-energize. Located in a family friendly neighborhood, while still within walking distance to restaurants & close to downtown Newport. The apt has its own dedicated WiFi, easy for working remotely. Downstairs is a room with a ping pong/pool table. You will have your own deck, where you can sit & enjoy a cup of coffee to begin your day or unwind with a glass of wine as the sun sets. Hosts on site and ready to assist if needed.

SnowDream Chalet

Private, beautiful chalet-style 3 Bedroom/2 Bath home 7 min drive to Jay Peak Resort. Minutes from he Long Trail. Located in a peaceful community at the foot of Jay Peak with private hiking trails, an outdoor pool, kids park, tennis court, disc golf & volleyball. Private driveway fits 3-4 cars. Surrounded by forest, a small brook, and mountain views. Enjoy the best of Northern VT! • Managed by Vermont Mountain Experience. Backcountry & resort guiding available - 15% discount for guests!

Heated pool and Cozy Lakeside Condo!

Welcome to our cozy condo with the gorgeous views from Lake Memphremagog! This upstairs 1st floor condo features two bedrooms and two bathrooms, offering a living area with an open kitchen/dining area and a bright living room that includes base board heating. The primary bedroom has an en-suite with a full bath, and there's a second bedroom with an additional ¾ bath with laundry facilities. The views and breezes from deck provides stunning lake views and the property has lake access!

Ski in Ski out - fantastic location on the trail

This condo lies in the heart of the original Jay Village, offering flexible living space for a family or group of friends. With 2 bedrooms and 2 bathrooms, everyone can have the space that they need. Access via private entrance with a mud room for leaving all the outdoor gear, in summer and in winter. Enjoy free parking, outside space and a balcony with a serene view into the woods. Make the most of the resort activities (Water park, pool, golf, ice rink) for a fee to the resort.

Chalet Jay

Our cozy 3-bedroom, 2.5-bath chalet is just 7 minutes from Jay Peak Ski & Golf Resort. Enjoy a fully stocked kitchen, gas fireplace, Bluetooth stereo, smart TVs, premium mattresses, luxurious linens, and large picture windows. Outdoor amenities include a gas grill, seasonal pool, tennis courts, hiking/snowshoe trails, Frisbee golf, playground, and park. With a backup generator and peaceful surroundings, it’s the perfect spot for relaxation or adventure. Book your stay today!

Trail Side Mtn Bike + Ski Condo w Amenities Access

Beautiful renovated ground level walk-out condo. Features 1 bedroom with 1 King OR 2 twin beds plus pull out couch, 2 baths, full mini kitchen (new pots and pans April 2025), located slope-side at Burke Mtn & on Kingdom Trails. Direct walking access to MidBurke Express Chairlift & Burke Hotel. Close to Burke Mountain Academy. There are magnificent views west to Willoughby Gap. Access to separate, heated, secure storage cage and barn with tuning bench for all gear.

Edelweiss! Ski Chalet: 5 Bed, 5 Mins to Jay Peak!

Welcome to Edelweiss our charming mountain ski chalet near Jay Peak Resort, Vermont! Nestled in the heart of the picturesque mountain landscape, this spacious and luxurious retreat is the perfect destination for your next family vacation or group getaway. Perfectly situated between Jay Peak Resort and Montgomery Center, enjoy all that this area has to offer.